4-bromo-1-tosyl-1,2,5,6-tetrahydropyridine-3-carbaldehyde

Base Information

• Chemical Name: 4-bromo-1-tosyl-1,2,5,6-tetrahydropyridine-3-carbaldehyde
• CAS No.: 1206790-34-2
• Molecular Formula: C₁₃H₁₄BrNO₃S
• Molecular Weight: 344.229
• Mol file: 1206790-34-2.mol

Synonyms:4-bromo-1-tosyl-1,2,5,6-tetrahydropyridine-3-carbaldehyde

Chemical Property of 4-bromo-1-tosyl-1,2,5,6-tetrahydropyridine-3-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-bromo-1-tosyl-1,2,5,6-tetrahydropyridine-3-carbaldehyde

There total 1 articles about 4-bromo-1-tosyl-1,2,5,6-tetrahydropyridine-3-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

N-tosyl-4-piperidone (33439-27-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-bromo-1-tosyl-1,2,5,6-tetrahydropyridine-3-carbaldehyde (1206790-34-2)

Guidance literature:

N,N-dimethyl-formamide; With phosphorus tribromide; In chloroform; at 0 ℃; for 1h; Inert atmosphere;

N-tosyl-4-piperidone; In chloroform; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1002/anie.200905091

Reference yield: 42.0%

methyl 4-phenyl-2-oxo-3-butenoate (107969-78-8,6395-86-4) + 4-bromo-1-tosyl-1,2,5,6-tetrahydropyridine-3-carbaldehyde (1206790-34-2) → C24H24BrNO6S

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 0 ℃; for 3h; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/anie.200905091

Reference yield:

methyl 4-phenyl-2-oxo-3-butenoate (107969-78-8,6395-86-4) + 4-bromo-1-tosyl-1,2,5,6-tetrahydropyridine-3-carbaldehyde (1206790-34-2) → 11-bromo-1-oxo-5-phenyl-8-tosyl-2-oxa-8-azaspiro[5.5]undeca-3,10-diene-3-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 3 h / 0 °C / Inert atmosphere

2: pyridinium chlorochromate / dichloromethane / Reflux; Inert atmosphere

With 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; In dichloromethane; toluene; 1: tandem cross-Rauhut-Currier/acetalization reaction;

DOI:10.1002/anie.200905091

upstream raw materials:

N-tosyl-4-piperidone

N,N-dimethyl-formamide

Downstream raw materials:

C₁₈H₂₃NO₃SSi

C₁₇H₂₁NO₄S

C₁₆H₁₉NO₄S